Poly(p-phenylene vinylene)

The small optical band gap and its bright yellow fluorescence makes PPV a candidate in applications such as light-emitting diodes (LED) and photovoltaic devices.

[citation needed] PPV can be synthesized by Wittig-type couplings between the bis(ylide) derived from an aromatic bisphosphonium salt and dialdehyde, especially 1,4-benzenedialdehyde.

Step growth coupling reactions, such as this Wittig condensation, usually yield low molecular weight oligomer with 5-10 repeat units.

Incorporation of various side groups (alkyl, alkoxy, or phenyl) increases the solubility of the polymer and gives higher molecular weights.

The couplings of ethylene with a variety of aromatic dibromides via a Heck reaction give reasonable molecular weights (3,000-10,000) when solubilizing groups present.

A bicyclooctadiene compound has been coupled by ring-opening metathesis polymerization (ROMP) to give a precursor polymer of high molecular weight and soluble in organic solvents.

Transformation into PPV could be achieved by elimination of the silyloxy group followed by thermal treatment or treating the precursor polymer with acid.

[3] Polymers are speculated to have advantages over molecular materials in LEDs, such as ease of processing, reduced tendency for crystallization, and greater thermal and mechanical stability.

Although solid-state lasing has yet to be demonstrated in an organic LED, poly[2-methoxy-5-(2'-ethylhexyloxy)-p-phenylene vinylene] (MEH-PPV) has been proven to be a promising laser dye due to its high fluorescence efficiency in solution.